Next train departures
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Train | Bridgeport Station | Chicago (Union Station), IL | Cheapest | ||||
| Train | Bridgeport Station | Chicago (Union Station), IL | Fastest | ||||
| Train | Bridgeport Station | Chicago (Union Station), IL | No tags | ||||
| Train | Bridgeport Station | Chicago (Union Station), IL | No tags | ||||
| Train | Bridgeport Station | Chicago (Union Station), IL | No tags |
Last refresh of the prices: Today at 10:08 AM EST.
Compare 2 ways to go from Bridgeport to Chicago
Among the sustainable travel choices, the Bus stands out as a good way to reach Chicago. The journey takes about 1 day, 2 hours 15 minutes, and with fares starting at just $154, it presents an excellent value for a comfortable ride.
Train companies
Based on 5751 reviews, the company was rated 4.1 stars on Busbud. Travellers were especially satisfied with the seats and the ticket access but often complained with the Wi‑Fi. Amtrak ticket prices on this trip start at $239
Frequently asked questions about travelling from Bridgeport, CT to Chicago by train
Please note that schedules, routes, or operator details shown here may be updated or vary at the time of your trip.
How much is the train ticket from Bridgeport to Chicago?
The cheapest train tickets from Bridgeport to Chicago start at $239. The average price for this train route is around $554. Busbud recommends booking your tickets in advance to increase your chances of getting the lowest possible price.
How long is the train ride from Bridgeport to Chicago?
The average train trip from Bridgeport to Chicago takes 23h 48m and covers 1205 km. The quickest train gets you there in 22h 44m and is operated by Amtrak.
Which train operators serve the Bridgeport to Chicago route?
Several major train operators serve this route, with 2 trains available per day.
What are the earliest and latest departure times for the train from Bridgeport to Chicago?
The earliest train from Bridgeport to Chicago departs at 6:32am. The latest train departs at 9:27pm.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Bridgeport, CT to Chicago was searched and found on Jan 29, 2026 with a price of $338To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Bridgeport, CT to Chicago, as early as possible.
You can expect to pay from $338 to $1,079 for a train ticket from Bridgeport, CT to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $338 which is on 2026-01-29.
